HCID 18472377, compound → HCID 18472500, compound

HRID 565988Notes

Reaction equation

HRID 565988 reaction equation
[N+:1]([C:4]1[CH:18]=[CH:17][C:7]([CH2:8][P:9](=[O:16])([CH2:13][CH2:14][CH3:15])[CH2:10][CH2:11][CH3:12])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:18]=[CH:17][C:7]([CH2:8][P:9](=[O:16])([CH2:10][CH2:11][CH3:12])[CH2:13][CH2:14][CH3:15])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 18472377HCID 18472377, compound

Product 1

HCID 18472500HCID 18472500, compoundYield 66.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-nitrobenzyldipropylphosphine oxide (3.0 g) and 5% Pd-C (0.3 g) in ethanol (50 ml) was vigorously stirred under hydrogen atmosphere for 16 hours, and the Pd-C was filtered off. The filtrate was concentrated under reduced pressure. The residue was separated and purified with column chromatography (ethanol/ethyl acetate=1:5→1:4) and recrystallized from ethanol-ethyl acetate to give 4-aminobenzyldipropylphosphine oxide (1.78 g) as colorless crystals.

Workup

  1. filtrationthe Pd-C was filtered off
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customThe residue was separated
  4. custompurified with column chromatography (ethanol/ethyl acetate=1:5→1:4)
  5. customrecrystallized from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-496b2dc4b14e440fbfcab73648192f53
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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